用黑根霉的11α-羟化酶对具有非极性侧链的类固醇进行羟基化。

Hydroxylation of steroids with nonpolar side chains with 11 alpha-hydroxylase of Rhizopus nigricans.

作者信息

Zakelj-Mavric M, Kastelic-Suhadolc T, Gottlieb H E, Belic I

机构信息

Institute of Biochemistry, Medical Faculty, University E. Kardelj, Ljubljana, Yugoslavia.

出版信息

J Steroid Biochem. 1989 Aug;33(2):287-8. doi: 10.1016/0022-4731(89)90306-3.

DOI:10.1016/0022-4731(89)90306-3

PMID:2788778

Abstract

Steroids with nonpolar side chains with 2, 4 and 8 C atoms were used as substrates for the 11 alpha-hydroxylase of Rhizopus nigricans. Their bioconversion was compared to that of progesterone, which was found to be far the best substrate giving the highest total bioconversion. 3-keto-4-ene steroids with nonpolar side chains were converted to their hydroxylated products in a small yield or not at all. The absence of an oxygen function in the side chain did not affect the regio-specificity of the hydroxylation, but resulted in a much lower total bioconversion. The strong effect of the oxygen function and of the length of the side chain on hydroxylation with the 11 alpha-hydroxylase of Rhizopus nigricans was demonstrated.

摘要

具有2、4和8个碳原子的非极性侧链甾体被用作黑根霉11α-羟化酶的底物。将它们的生物转化与孕酮的生物转化进行了比较，发现孕酮是迄今为止最佳的底物，其总生物转化率最高。具有非极性侧链的3-酮-4-烯甾体以低产率或根本未转化为其羟基化产物。侧链中缺乏氧官能团并不影响羟基化的区域特异性，但导致总生物转化率低得多。证明了氧官能团和侧链长度对黑根霉11α-羟化酶羟基化的强烈影响。